CA1339216C - Quinolone and naphthyridine antibacterial agents containing an alpha-amino acid in the side chain of the 7-substituent - Google Patents

Quinolone and naphthyridine antibacterial agents containing an alpha-amino acid in the side chain of the 7-substituent

Info

Publication number
CA1339216C
CA1339216C CA000573632A CA573632A CA1339216C CA 1339216 C CA1339216 C CA 1339216C CA 000573632 A CA000573632 A CA 000573632A CA 573632 A CA573632 A CA 573632A CA 1339216 C CA1339216 C CA 1339216C
Authority
CA
Canada
Prior art keywords
amino
oxo
cyclopropyl
carbon atoms
alkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
CA000573632A
Other languages
English (en)
French (fr)
Inventor
Joseph Peter Sanchez
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Warner Lambert Co LLC
Original Assignee
Warner Lambert Co LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Warner Lambert Co LLC filed Critical Warner Lambert Co LLC
Application granted granted Critical
Publication of CA1339216C publication Critical patent/CA1339216C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/20—Oxygen atoms
    • C07D215/22—Oxygen atoms attached in position 2 or 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Oncology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Communicable Diseases (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Quinoline Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Saccharide Compounds (AREA)
CA000573632A 1987-08-21 1988-08-02 Quinolone and naphthyridine antibacterial agents containing an alpha-amino acid in the side chain of the 7-substituent Expired - Fee Related CA1339216C (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US8795087A 1987-08-21 1987-08-21
US087,950 1987-08-21
US07/220,177 US4851418A (en) 1987-08-21 1988-07-20 Naphthyridine antibacterial agents containing an α-amino acid in the side chain of the 7-substituent
US220,177 1988-07-20

Publications (1)

Publication Number Publication Date
CA1339216C true CA1339216C (en) 1997-08-05

Family

ID=26777552

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000573632A Expired - Fee Related CA1339216C (en) 1987-08-21 1988-08-02 Quinolone and naphthyridine antibacterial agents containing an alpha-amino acid in the side chain of the 7-substituent

Country Status (16)

Country Link
US (1) US4851418A (pt)
EP (1) EP0304087B1 (pt)
JP (1) JP2679818B2 (pt)
KR (1) KR0120389B1 (pt)
AU (1) AU608881B2 (pt)
CA (1) CA1339216C (pt)
DE (1) DE3888754T2 (pt)
DK (1) DK172152B1 (pt)
ES (1) ES2063011T3 (pt)
FI (1) FI90237C (pt)
HK (1) HK1000802A1 (pt)
IE (1) IE62787B1 (pt)
NO (1) NO171979C (pt)
NZ (1) NZ225870A (pt)
PH (1) PH25460A (pt)
PT (1) PT88289B (pt)

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IN166416B (pt) * 1985-09-18 1990-05-05 Pfizer
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FI88506C (fi) * 1986-07-04 1993-05-25 Chemie Linz Gmbh Foerfarande foer framstaellning av farmaceutiskt anvaendbar 7-diazabicykloalkyl-6-fluor-1-(2,4-difluorfenyl)-1,4-dihydro-4-oxo-kinolin-3-karboxylsyra eller karboxylsyraester
US4780468A (en) * 1987-08-07 1988-10-25 Warner-Lambert Company 8-trifluoromethyl quinolones as antibacterial agents
MY105136A (en) * 1988-04-27 1994-08-30 Daiichi Seiyaku Co Optically active pyridonecarboxylic acid derivatives.
CA1340285C (en) * 1988-05-19 1998-12-22 Hiroyuki Nagano Novel quinolonecarboxylic acid derivatives having at 7-position a piperidin-1-yl substituent
JP2844079B2 (ja) * 1988-05-23 1999-01-06 塩野義製薬株式会社 ピリドンカルボン酸系抗菌剤
AU618823B2 (en) * 1988-07-20 1992-01-09 Sankyo Company Limited 4-oxoquinoline-3-carboxylic acid derivatives, their preparation and their use
US5057520A (en) * 1989-03-24 1991-10-15 Abbott Laboratories 7-(peptidylpyrolidinyl)naphthyridine antibacterial compounds
IL91648A (en) * 1988-09-22 1997-03-18 Abbott Lab Amino acid quinoline and naphthyridine derivatives, their preparation and pharmaceutical compositions containing them
US5057523A (en) * 1988-09-22 1991-10-15 Abbott Laboratories Dipeptide quinolone derivatives
CA2001203C (en) * 1988-10-24 2001-02-13 Thomas P. Demuth, Jr. Novel antimicrobial dithiocarbamoyl quinolones
EP0997466A1 (en) * 1988-10-24 2000-05-03 PROCTER & GAMBLE PHARMACEUTICALS, INC. Novel antimicrobial lactam-quinolones
US5262417A (en) * 1988-12-06 1993-11-16 The Upjohn Company Antibacterial quinolone compounds
US4916141A (en) * 1989-03-28 1990-04-10 Warner-Lambert Company (S)-7-(3-amino-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid
CA2012681A1 (en) * 1989-03-31 1990-09-30 Masayasu Okuhira Quinolone derivatives, preparation processes thereof, and antibacterial agents containing the same
DE3910920A1 (de) * 1989-04-05 1990-10-11 Bayer Ag Enantiomerenreine 7-(3-amino-1-pyrrolidinyl)-chinolon- und -naphthyridoncarbonsaeuren
US5164402A (en) * 1989-08-16 1992-11-17 Pfizer Inc Azabicyclo quinolone and naphthyridinone carboxylic acids
US5385913A (en) * 1989-10-06 1995-01-31 Pfizer Inc. 1,4-dihydro-4-oxo-3-quinoline derivatives as selectively toxic mammalian antibacterial agents
WO1991004972A1 (en) * 1989-10-06 1991-04-18 Pfizer Inc. 1,4-dihydro-4-oxo-3-quinoline derivatives as selectively toxic mammalian antibacterial agents
US5084276A (en) * 1990-01-05 1992-01-28 Abbott Laboratories Quinolone carboxylic acid compositions with polymeric additive to reduce vein irritation
ES2147721T3 (es) 1990-04-18 2000-10-01 Procter & Gamble Pharma Quinolonil lactamas antimicrobianas.
AU6367690A (en) * 1990-07-10 1992-05-21 Hokuriku Pharmaceutical Co. Ltd. Optically active thiazetoquinoline-3-carboxylic acid compound, method for preparation thereof, and a pharmaceutical composition comprising the same
US5342846A (en) * 1990-12-05 1994-08-30 Synphar Laboratories, Inc. 7-substituted-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid compounds and 7-(substituted triazolyl pyrrolidin-1-yl) 4-oxoquinoline-3-carboxylic acid derivatives useful as antibacterial agents
CA2058640A1 (en) * 1991-01-25 1992-07-26 Richard R. Scherschlicht Tricyclic pyridone derivative
ZA92803B (en) 1991-02-06 1992-11-25 Igen Inc Method and apparatus for magnetic microparticulate based luminescene asay including plurality of magnets
FR2673426B1 (fr) * 1991-03-01 1993-07-16 Bouchara Sa Nouvelles quinolones, leur procede de preparation et les compositions en refermant.
FR2676445B1 (fr) * 1991-05-16 1995-02-03 Esteve Labor Dr Derives de pyridone amino acide azetidinyl substitues, leur preparation et leur application en tant que medicaments.
KR100232937B1 (ko) * 1991-05-28 1999-12-01 스즈키 다다시 피리돈카복실산 유도체 및 이를 함유하는 항균제
US5177217A (en) * 1992-04-27 1993-01-05 Warner-Lambert Company Process for the manufacture of (S)-3-amino-1-substituted-pyrrolidines
FR2692577B1 (fr) * 1992-05-26 1996-02-02 Bouchara Sa Nouvelles quinolones fluorees, leur procede de preparation et les compositions pharmaceutiques en renfermant.
US5290794A (en) * 1992-10-27 1994-03-01 Warner Lambert Co. Soluble calcium lactate antibacterial complexes as non-irritating parenteral forms
WO1994025464A1 (en) * 1993-04-24 1994-11-10 Korea Research Institute Of Chemical Technology Novel quinolone carboxylic acid derivatives and process for preparing the same
KR950018003A (ko) * 1993-12-09 1995-07-22 스미스클라인 비참 피엘씨 신규한 퀴놀론 유도체 및 그의 제조 방법
CZ12097A3 (en) * 1994-07-18 1997-09-17 Ube Industries Trifluoromethylquinolinecarboxylic acid derivatives and pharmaceutical composition containing thereof
US5602254A (en) * 1995-05-26 1997-02-11 Warner-Lambert Company Method for making quinoline carboxylic acids or naphthyridine carboxylic acids in free base form
JP3029293B2 (ja) * 1995-06-15 2000-04-04 ファイザー・インコーポレーテッド ジペプチドを含む、アザビシクロナフチリジンカルボン酸の誘導体を調製するための方法
JP4057088B2 (ja) * 1996-04-22 2008-03-05 株式会社カネカ ピロリジン誘導体の製造方法
ATE247089T1 (de) * 1996-11-28 2003-08-15 Wakunaga Pharma Co Ltd Pyridoncarbonsäurederivate oder ihre salze und diese als aktive bestandteile enthaltende medikamente
US6608078B2 (en) 2000-05-08 2003-08-19 Wockhardt Limited Antibacterial chiral 8-(substituted piperidino)-benzo [i,j] quinolizines, processes, compositions and methods of treatment
US7098219B2 (en) 2000-08-01 2006-08-29 Wockhart Limited Inhibitors of cellular efflux pumps of microbes
SE0003795D0 (sv) 2000-10-20 2000-10-20 Astrazeneca Ab Pharmaceutically useful compounds
US6964966B2 (en) 2001-04-25 2005-11-15 Wockhardt Limited Generation triple-targeting, chiral, broad-spectrum antimicrobial 7-substituted piperidino-quinolone carboxylic acid derivatives, their preparation, compositions and use as medicaments
US6878713B2 (en) 2001-04-25 2005-04-12 Wockhardt Limited Generation triple-targeting, chiral, broad-spectrum antimicrobial 7-substituted piperidino-quinolone carboxylic acid derivatives, their preparation, compositions and use as medicaments
US6664267B1 (en) 2002-05-28 2003-12-16 Wockhardt Limited Crystalline fluoroquinolone arginine salt form
EP1660495B1 (en) 2003-09-04 2007-07-11 Wockhardt Limited Benzoquinolizine-2-carboxylic acid arginine salt tetrahydrate
WO2005035493A1 (ja) * 2003-10-08 2005-04-21 Teijin Pharma Limited アミノピロリジン誘導体の製造方法および中間体化合物
KR100939347B1 (ko) 2005-07-20 2010-01-29 (주)카이로드 광학적으로 순수한 (ｓ)-3-히드록시 피롤리딘의 제조방법
CN101239937B (zh) * 2007-02-07 2010-05-19 上海雅本化学有限公司 一种光学活性r-(-)-1-苄氧羰基-3-氨基吡咯烷及其盐酸盐的制备方法
CA2693473A1 (en) * 2007-07-17 2009-01-22 Amgen Inc. Thiadiazole modulators of pkb
US7902227B2 (en) * 2007-07-27 2011-03-08 Janssen Pharmaceutica Nv. C-7 isoxazolinyl quinolone / naphthyridine derivatives useful as antibacterial agents
WO2009122997A1 (ja) * 2008-04-02 2009-10-08 株式会社カネカ （ｓ）－３－（１－シアノ－１，１－ジフェニルメチル）－ピロリジンの製造法
JP5779100B2 (ja) 2008-11-24 2015-09-16 カウンシル オブ サイエンティフィック アンド インダストリアル リサーチ 光学的に活性なｎ−ベンジル−３−ヒドロキシピロリジンの製造方法
CN114989165A (zh) * 2022-05-30 2022-09-02 青岛大学附属医院 一种抗持留菌和生物膜菌的化合物或组合物及其用途

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JPS58174367A (ja) * 1982-04-07 1983-10-13 Tanabe Seiyaku Co Ltd キノリン誘導体及びその製法
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Also Published As

Publication number Publication date
NO883722L (no) 1989-02-22
DK467388D0 (da) 1988-08-19
FI90237B (fi) 1993-09-30
JP2679818B2 (ja) 1997-11-19
DE3888754D1 (de) 1994-05-05
NO171979B (no) 1993-02-15
DK172152B1 (da) 1997-12-01
EP0304087A2 (en) 1989-02-22
PT88289B (pt) 1995-03-31
DE3888754T2 (de) 1994-07-14
AU608881B2 (en) 1991-04-18
JPH01125371A (ja) 1989-05-17
NZ225870A (en) 1990-12-21
PH25460A (en) 1991-07-01
IE62787B1 (en) 1995-02-22
NO171979C (no) 1993-05-26
KR890003704A (ko) 1989-04-17
AU2062988A (en) 1989-02-23
FI883807A0 (fi) 1988-08-17
FI883807A (fi) 1989-02-22
HK1000802A1 (en) 1998-05-01
EP0304087A3 (en) 1989-10-25
PT88289A (pt) 1989-09-14
FI90237C (fi) 1994-01-10
US4851418A (en) 1989-07-25
IE882363L (en) 1989-02-21
DK467388A (da) 1989-02-22
KR0120389B1 (ko) 1997-11-04
EP0304087B1 (en) 1994-03-30
NO883722D0 (no) 1988-08-19
ES2063011T3 (es) 1995-01-01

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